1-Methylpiperazine → 2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine
Reaktionsgleichung
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Cl:15][C:16]1[N:17]=[CH:18][C:19]([CH:22]=O)=[N:20][CH:21]=1.[CH3:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.C(=O)([O-])O.[Na+]>C(#N)C>[Cl:15][C:16]1[CH:21]=[N:20][C:19]([CH2:22][N:28]2[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]2)=[CH:18][N:17]=1Komponenten
6
Versuchsvorschrift
Sodium triacetoxyborohydride (870 mg) was added to a solution of 5-chloropyrazine-2-carbaldehyde (390 mg) and 1-methylpiperazine (0.335 mL) in acetonitrile (10 mL) at 0° C. The reaction mixture was stirred at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate) to give the title compound (285 mg).
Aufarbeitung
- extractionthe mixture was extracted with ethyl acetate
- washThe obtained organic layer was washed successively with water and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate)
Quellen und Nachweise
- ORD-Eintrag
- ord-56f3bbd6b62c4654a9186ee211039636
- Quelldatensatz
- uspto-grants-2015_07
- Patentnummer
- US09085578B2
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